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CS-W001157 4
Total: USD 88.00

5,7-Dihydroindolo[2,3-b]carbazole

  • CAS No. 111296-90-3

  • Cat. No. CS-0046125
  • Molecule weight256.30
  • Purity≥97%
  • MDL No.MFCD10687177

*For research and further manufacturing use only, not for direct human use.

5,7-Dihydroindolo[2,3-b]carbazole|CS-0046125

Structure of 111296-90-3

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General Information

  • CAS No. 111296-90-3
  • Cat. No. CS-0046125
  • Purity ≥97%
  • MDL No. MFCD10687177
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₂N₂
  • Molecular Weight 256.30
  • Synonym(s) 5H,7H-indolo[2,3-b]carbazole
  • SMILES C1(NC2=C3C=CC=C2)=C3C=C4C(NC5=C4C=CC=C5)=C1

Description

5,7-Dihydroindolo[2,3-b]carbazole features a rigid, planar polycyclic framework with extended π-conjugation, enabling strong electronic coupling in donor-acceptor systems. This scaffold exhibits enhanced stability and favorable charge transport properties, making it valuable for organic semiconductors and fluorescent materials.

Application

5,7-Dihydroindolo[2,3-b]carbazole serves as a privileged scaffold in medicinal chemistry, enabling efficient access to polycyclic heteroaromatic systems. Its rigid, planar structure facilitates π-stacking interactions and exhibits favorable stability under standard synthetic conditions. The molecule functions as a key building block for constructing advanced indole-based frameworks, with demonstrated utility in C–H functionalization and transition-metal-catalyzed coupling reactions.

Synthesis

  • Route1
    • 2,4-Dinitro-5-phenylbiphenyl|CS-0765304
      150758-05-7
    • ~58%
    • In-stock
      5,7-Dihydroindolo[2,3-b]carbazole|CS-0046125
      111296-90-3

    References

    • Kistenmacher, Axel; Muellen, Klaus Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 5 p. 1237 - 1239
  • Route2
    • null|null
      24239-82-5
    • ~%
    • In-stock
      5,7-Dihydroindolo[2,3-b]carbazole|CS-0046125
      111296-90-3

    References

    • Journal of Heterocyclic Chemistry, , vol. 29, # 5 p. 1237 - 1239
  • Route3
    • null|null
      108-45-2
    • ~%
    • In-stock
      5,7-Dihydroindolo[2,3-b]carbazole|CS-0046125
      111296-90-3

    References

    • Tetrahedron Letters, , vol. 39, # 23 p. 4007 - 4008

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   31.58
  • LogP   4.9556
  • H_Acceptors   0
  • H_Donors   2
  • Rotatable_Bonds   0

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